Haugland Richard P. (Eugene OR) Yue Stephen T. (Eugene OR) Millard Paul J. (Eugene OR) Roth Bruce L. (Corvallis OR)
출원인 / 주소
Molecular Probes, Inc. (Eugene OR 02)
인용정보
피인용 횟수 :
173인용 특허 :
0
초록▼
The invention describes the preparation and use of fluorescent stains for nucleic acids derived from unsymmetrical cyanine dyes. In particular, the invention describes unsymmetrical cyanine dyes having a saturated or unsaturated cyclic substituent. The dyes of the invention possess superior fluoresc
The invention describes the preparation and use of fluorescent stains for nucleic acids derived from unsymmetrical cyanine dyes. In particular, the invention describes unsymmetrical cyanine dyes having a saturated or unsaturated cyclic substituent. The dyes of the invention possess superior fluorescent characteristics when complexed with nucleic acids, and have utility in any application which requires detection of nucleic acids. The presence of the cyclic substituent results in improved permeability in a wide range of living cells, resulting in improved detection of intracellular nucleic acids.
대표청구항▼
A compound of the formula [Figure] wherein: each R1 is independently H; or an alkyl group having from 1-6 carbons; or a trifiuoromethyl; or a halogen; or －OR8,－SR8 or －(NR8R9) where R8 and R9, which can be the same or different, are independently H; or alkyl groups having 1-6 carbons; or 1-2 allcycl
A compound of the formula [Figure] wherein: each R1 is independently H; or an alkyl group having from 1-6 carbons; or a trifiuoromethyl; or a halogen; or －OR8,－SR8 or －(NR8R9) where R8 and R9, which can be the same or different, are independently H; or alkyl groups having 1-6 carbons; or 1-2 allcyclic, heteroalicyclic, aromatic or heterouromatic nngs, containing 1-4 heteroatoms, wherein the hetero atoms are O, N or S; or R8 and R9 taken in combination are －(CH2)2－L－(CH2)2－where L=a single bond, －O－, －CH2－, or －NR10－,where R10 is H or an alkyl group having 1-6 carbons; and t=1-4; R2 is an alkyl group having 1-6 carbons; X is O, S, Se or －NR15, where R15 is H or an alkyl group having 1-6 carbons; or X is CR16R17 where R16 and R17, which may be the same or different, are independently alkyl groups having 1-6 carbons, or R16 and R17 taken in combination complete a five or six membered saturated ring; n=0, 1 or 2; Z-is a biologically compatible counterion; Q has the formula Q1 or Q2 [Figure] (Q1) [Figure] (Q2) wherein Y is －CR3=CR4－; p and m=0 or 1, such that p+m=t; R5 is an alkyl, alkenyl, polyalkenyl, alkynyl or polyailkynyl group having 1-6 carbons; or R5 is aa OMEGA; R3, R4, R6 and R7, which may be the same or dillSrent, are independently H; or an alkyl, alkenyl, polyalkenyl, alkynyl or polyatlcynyl group having 1-6 carbons; or a halogen; or －OH, －OR8, －SR8, －(NR8R9); or －OSO2R19 where R19 is alkyl having 1-6 carbons, or perfluoroalkyl having 1-6 carbons, or aryl; or an OMEGA; or R6 and R7, taken in combination are －(CH2)v－where v=3 or 4, or R6 and R7 form a fused aromatic ring according to formula Q2; R11, R12, R13, and R14, which may be the same or different, are independently H, or an alkyl, alkenyl, polyalkenyl, alkynyl or polyalkynyl group having 1-6 carbons; or a halogen; or an OMEGA; or －OH, －OR8, －SR8, or －(NR8R9); OMEGA is a cyclohexyl, cyclohexenyl, morpholino, piperidinyl, naphthyl, phenyl, thienyl, benzothiazolyl, furanyl, oxazolyl, benzoxazolyl or pyridinyl that is unsubstituted or optionally substituted one or more times, independently, by halogen, alkyl, perfluoroalkyl, areinc, alkylamino, dialkylamino, alkoxy or carboxyalkyl, having 1-6 carbons, and that is attached as R3, R4, R5, R6, R7, R11, R12, R13, or R14 by a single bond; such that at least one of R3, R4, R5, R6, R7, R11, R12, R13, and R14, is an OMEGA, and, where more than one of R3, R4, R5, R6, R7, R11, R12, R13, and R14 is an OMEGA, each OMEGA is optionally the same or different; and such that when O has the formula Q1, n=O.
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